Escape to the island of Hilton Head and leave all your responsibilities and duties at home. Dive into those sandy sugar beaches, ride its coastal bike trails, and tee up at South Carolina’s best golf courses (move over, Myrtle Beach). Explore the beaches or head inland with these Airbnb Hilton Head vacation spots. From beachfront villas and condos to homes, Hilton Head Island is the perfect place to escape the bustle and relish in chill vibes.
We hope you love the Airbnb Hilton Head rentals we recommend! Just so you know, Matador may collect a small commission from the links on this page if you decide to book a stay. Listed prices are accurate as of the time of publication.
Oceanfront Hilton Head Airbnbs
Coming to Hilton Head means time spent relaxing on the beach. While staying in some of the plantations across the island means driving to the beach, these Hilton Head Airbnbs put you within walking distance.
Modern oceanfront villa
Check out this oceanfront villa located just steps away from the beach. This 540-square-foot home sleeps six people and was recently remodeled with an all-new kitchen, bathroom, and fixtures. Take in some fresh air, have a coffee on the patio right outside, and enjoy the gorgeous view.
Six guests, one bedroom
Price: $99 per night
The Island Club villa
This modern condo is just the spot for a relaxing vacation. The condo features a spacious living room with a sofa bed, flat-screen tv, and doors leading to the patio area. The condo is a short drive from shops, restaurants, and entertainment.
Six guests, two bedrooms
Price: $405 per night
Luxury oceanfront condo
Welcome to the best of the island at this luxury Airbnb Hilton Head stay. This entire condo is newly renovated and located inside the award-winning Hilton Head Beach & Tennis Resort. The condo has custom designs inside, like the kitchen with quartz countertops and stained fingerprint-resistant appliances, and more. The open floor plan flows into the living room that leads to the outside patio area. Enjoy all resort amenities like private beach access, basketball courts, beach volleyball court, two pools, and plenty of space for the family to roam and explore.
Four guests, one bedroom
Price: $399 per night
Pet-friendly Airbnbs in Hilton Head
Dog-friendly Hilton Head home with a private pool
Located in the island’s heart is this quaint and cozy home that gives guests the full taste of island living. This home is the perfect space for a family getaway, and it is dog friendly. It features a spacious living room for entertaining and a vast kitchen tricked out for a gourmet family dinner. There is a private pool and a BBQ grill for spending days out in the lovely sunny weather. 
Twelve guests, four bedrooms
Price: $506 per night
Sea Pines Airbnbs
Sea Pines Airbnbs should offer the ultimate Hilton Head experience. These properties put you close to the resort and its amenities, with your own privacy and easy access to everything around you.
Newly renovated home with two suites, pool, and outdoor shower
Right in the middle of Sea Pines Resort, Mamasita’s house is a four-bedroom near-mansion with one of the best private pools on the island. Rinse off in the outdoor shower after a day at the beach, soak in the hot tub, and lounge in the spacious interior that includes all the comforts of home.
Ten guests, four bedrooms
Price: $417 per night
Unique treehouse haven walking distance to beach
Staying in a treehouse is a unique experience. Staying in a treehouse within walking distance to the beach in Sea Pines Resort is unheard of — until now. This property might be the most original on the island, with views of the surrounding marshland and a path out to the water. You’ll have a large patio, a comfortable and modern interior (especially for a treehouse), and lots of nearby fishing.
Four guests, two bedrooms
Price: $193 per night
Affordable Airbnbs near the beach
Affordable Hilton Head Airbnbs near the beach can be tough to come by — but we’ve taken the work out of the process for you. Each of these properties is close to the sand, has all the amenities you need to love your time on the island, and won’t prevent you from splurging on that milkshake at he Hilton Head Diner.
Colorful and vibrant island retreat
This island-themed villa is the perfect spot for your Hilton Head getaway, and it’s steps away from the beach. This villa features a spacious villa with sliding doors leading to the patio area. A full kitchen stocked with all appliances and everything needed to prepare a family meal. There are many on-site amenities such as tennis courts, pools, and private beach access.
Six guests, one bedroom
Price: $222 per night
Casa Coastal villa
Here is another luxury Hilton Head condo just steps away from the beach. This coastal villa sleeps up to six people. The villa features a brand new king bed, two twin beds, and a sleeper sofa. There is a fully equipped kitchen with brand new appliances. The villa does come with beach chairs and beach toys for guests to enjoy and board games to play with inside.
Six guests, two bedrooms
Price: $175 per night
Contemporary Hilton Head condo
Make this Airbnb Hilton Head condo your beach home base for an epic island getaway. This tropical paradise with modern vibes is just the place for you. The apartment features a full kitchen, an open and spacious kitchen area, and a front entrance patio with a scenic view. The condo is near many restaurants, shops, biking trails, and entertainment options.
Four guests, two bedrooms
Price: $150 per night
Designer condo with panoramic marsh to ocean views
Enjoy this cozy suite that features a luxe coastal renovation, an expanded bedroom with a king bed, and a spacious kitchen and living room. There are beach chairs, umbrellas, and boogie boards for the guests to enjoy. You’ll also have four boardwalks for private beach access, the largest beachfront pool, bbq area, beach volleyball, and more luxury amenities.
Four guests, one bedroom
Price: $349 per night
Hilton Head Airbnbs near Coligny Beach Park
Beachwood Place near Coligny Beach Park
This ideally located beach space is the place to go for your Hilton Head vacation. The space has an island-themed living room and kitchen, a private furnished balcony, and beach access. There are loads of fun activities right at your fingertips, like Coligny Beach Park, filled with restaurants, shops, and other fun activities.
Six guests, two bedrooms
Price: $499 per night
Fully remodeled Ocean Breeze townhouse
Relish in this Airbnb Hilton Head vacation townhouse and make this your home away from home. This fully remodeled villa has an open floor plan and is 1,490 square feet featuring a spacious living room and kitchen. This townhouse is near Coligny Plaza, Celebration Park, restaurants, grocery stores, and shops.
Eight guests, three bedrooms
Price: $245 per night
Hilton Head Airbnbs with private pools
Rinsing off in the pool after playing in the ocean is one of life’s simplest joys. These Hilton Head Airbnbs give you a private pool in which to do that, along with a prime location near the island’s best beaches and dining.
Updated Harbourfront Town condo with pool and balcony
If golf is part of the plan, along with swimming and beach time, it doesn’t get more convenient than this Sea Pines Resort condo rental. Located in the Racquet Club Villas, you’re within walking distance to Sea Pines golf courses. The pool is open year-round and is surrounded by beautiful marshland. The beach is a quick drive away. Inside, you’ll have everything you need to prepare gourmet meals, along with access to all Sea Pines amenities.
Four guests, one bedroom
Price: $178 per night
Mimi’s Place mansion on the beach
If you’re coming for a large group gathering or a bachelor or bachelorette party on Hilton Head Island, this Airbnb is the place to do it. It’s decked out with large pool deck, a massive kitchen and lounge areas, and a private beach walkway. Bedrooms are adorned with king beds or queen beds, and the home even features a large jacuzzi tub. Coligny Plaza is a short walk away.
Sixteen guests, seven bedrooms
$4,559 per night